CN109846865B - Curcumin preparation and preparation method thereof - Google Patents
Curcumin preparation and preparation method thereof Download PDFInfo
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- CN109846865B CN109846865B CN201811603931.5A CN201811603931A CN109846865B CN 109846865 B CN109846865 B CN 109846865B CN 201811603931 A CN201811603931 A CN 201811603931A CN 109846865 B CN109846865 B CN 109846865B
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Abstract
The invention relates to a curcumin preparation and a preparation method thereof, wherein the preparation method comprises the following steps: mixing curcumin and phospholipid, and compounding under the action of a mixed solvent, wherein the mixed solvent is any two or more of n-hexane, absolute ethyl alcohol and ethyl acetate. The invention adopts the mixed solvent to combine the curcumin and the phospholipid, so that the curcumin and the phospholipid can be fully dissolved in the mixed solvent, and the curcumin and the phospholipid can be better combined. The solubility of curcumin in the curcumin preparation is increased by about 150 times compared with the solubility of pure curcumin in water, and the bioavailability is improved by over 250 percent.
Description
Technical Field
The invention relates to the field of medicines and preparation thereof, in particular to a curcumin preparation and a preparation method thereof.
Background
Curcumin is an important active ingredient separated from the traditional Chinese medicine turmeric and is a natural polyphenol. Curcumin is commonly used in daily life as a coloring and flavoring agent. In recent years, researches show that curcumin has wide pharmacological effects, such as anticancer, antibacterial, antiviral, anti-oxidation, antirheumatic and antitumor effects. The research on the pharmacological action mechanism and the pharmacokinetic behavior of curcumin is always a hot problem. However, the low solubility of curcumin causes low absorption in vivo and low bioavailability, and the development and application of curcumin are limited, so that the development of a preparation capable of obviously improving the curcumin utilization rate is necessary. Through the search of patent documents, curcumin is prepared into solid dispersion, nano-emulsion, micro-capsule, curcumin preparation and other dosage forms, so that the bioavailability of curcumin can be improved. However, the prior art in the patent about curcumin preparation has more or less defects. CN107213467A A curcumin preparation is prepared by adding curcumin preparation with solubility increased by 1.5 times in water. Compared with curcumin, the relative bioavailability of the CN1283237C curcumin preparation is 205.47 percent through rat experiments. The bioavailability of curcumin is still to be improved.
Disclosure of Invention
Aiming at the problems of low solubility and bioavailability of curcumin preparations in the prior art, the invention provides a preparation method of curcumin preparations, which comprises the following steps: mixing curcumin and phospholipid, and compounding under the action of a mixed solvent, wherein the mixed solvent is any two or more of n-hexane, absolute ethyl alcohol and ethyl acetate.
The application finds that the mixed solvent of any two or more of normal hexane, absolute ethyl alcohol and ethyl acetate is adopted, so that the combination effect of phospholipid and curcumin can be effectively enhanced, and the phospholipid can fully play a role in promoting dissolution.
Preferably, according to the characteristics of the molar ratio of curcumin to phospholipid combination, the mass ratio of the curcumin to the phospholipid is 1: 2 to 3.
Preferably, the mass volume ratio of the curcumin to the mixed solvent is 1: 50-100.
Preferably, the mixed solvent is n-hexane and absolute ethyl alcohol, and the volume ratio of the n-hexane to the absolute ethyl alcohol is 1: 0.8 to 1.2;
the mixed solvent is n-hexane and ethyl acetate, and the volume ratio of the n-hexane to the ethyl acetate is 1: 0.8 to 1.2;
the mixed solvent is absolute ethyl alcohol and ethyl acetate, and the volume ratio of the absolute ethyl alcohol to the ethyl acetate is 1: 0.8 to 1.2;
the mixed solvent is a mixture of n-hexane, absolute ethyl alcohol and ethyl acetate, and the volume ratio of the n-hexane to the absolute ethyl alcohol to the ethyl acetate is 1: 0.8-1.2: 0.8 to 1.2.
More preferably, the mixed solvent is n-hexane and absolute ethyl alcohol, and the volume ratio of the n-hexane to the absolute ethyl alcohol is 1: 1;
the mixed solvent is n-hexane and ethyl acetate, and the volume ratio of the n-hexane to the ethyl acetate is 1: 1;
the mixed solvent is absolute ethyl alcohol and ethyl acetate, and the volume ratio of the absolute ethyl alcohol to the ethyl acetate is 1: 1;
the mixed solvent is a mixture of n-hexane, absolute ethyl alcohol and ethyl acetate, and the volume ratio of the n-hexane to the absolute ethyl alcohol to the ethyl acetate is 1: 1: 1.
preferably, the curcumin preparation is prepared by compounding curcumin and phospholipid under the action of a mixed solvent, wherein the mass ratio of the curcumin to the phospholipid is 1: 2.5, the volume ratio of the mixed solvent is 1: 1 of n-hexane and absolute ethyl alcohol.
Further preferably, the volume ratio of the curcumin to the mixed solvent is 1: 50.
as a preferred mode of operation, the preparation method of the present invention comprises the steps of:
1) adding phospholipid and curcumin into the mixed solvent, and uniformly stirring;
2) concentrating to remove the mixed solvent, and drying to obtain the final product;
preferably, the step 1) is stirred under heating;
still more preferably, the heating temperature is 40-60 ℃.
Preferably, the temperature for removing the organic solvent in the step 2) by concentration is 40-60 ℃; and in the drying process, the temperature is controlled to be 50-60 ℃, and the vacuum degree is less than-0.09 Mpa.
Another object of the present invention is to protect curcumin preparations prepared by the method of the present invention.
The last aim of the invention is to protect the application of the curcumin preparation in preparing curcumin products;
preferably, the curcumin product is a capsule or a tablet.
The invention has the following beneficial effects:
1) the invention adopts the mixed solvent to combine the curcumin and the phospholipid, so that the curcumin and the phospholipid can be fully dissolved in the mixed solvent, and the combination of the curcumin and the phospholipid is better;
2) the invention adopts phospholipid to prepare the curcumin preparation, so that the solubility of the curcumin preparation in water is increased by about 150 times compared with that of curcumin, and the bioavailability is improved by over 250 percent. Meanwhile, the invention is convenient to operate and convenient for industrial production.
Detailed Description
The following examples are intended to illustrate the invention but are not intended to limit the scope of the invention.
Example 1
The embodiment relates to a curcumin preparation which is prepared by compounding curcumin and phospholipid under the action of a mixed solvent, wherein the mass ratio of the curcumin to the phospholipid is 1: 2.5, the volume ratio of the mixed solvent is 1: 1 of n-hexane and absolute ethyl alcohol.
The preparation method of the curcumin preparation comprises the following steps:
(1) weighing 25g of phospholipid and 10g of curcumin, adding a mixed solvent of 250ml of n-hexane and 250ml of absolute ethyl alcohol, and stirring at the temperature of 40 ℃ for 1 h.
(2) Concentrating the mixed material liquid at 40 deg.C for recovering solvent, and vacuum drying at 50 deg.C under-0.09 MPa to obtain curcumin preparation.
Example 2
The invention relates to a curcumin preparation which is prepared by compounding curcumin and phospholipid under the action of a mixed solvent, wherein the mass ratio of the curcumin to the phospholipid is 1: 3, the volume ratio of the organic solvent is 1: 1 of absolute ethanol and ethyl acetate.
The curcumin preparation is prepared by the following method:
(1) 30g of phospholipid and 10g of curcumin were weighed, and a mixed solvent of 500ml of absolute ethanol and 500ml of ethyl acetate was added thereto, followed by stirring at 60 ℃ for 1 hour.
(2) Concentrating the mixed solution at 50 deg.C for recovering solvent, and vacuum drying at 60 deg.C under vacuum of-0.09 MPa to obtain curcumin preparation.
Example 3
The invention relates to a curcumin preparation which is prepared by compounding curcumin and phospholipid under the action of a mixed solvent, wherein the mass ratio of the curcumin to the phospholipid is 1: 2, the volume ratio of the organic solvent is 1: 1: 1 of absolute ethyl alcohol, ethyl acetate and n-hexane.
The curcumin preparation is prepared by the following method:
(1) 20g of phospholipid and 10g of curcumin are weighed, a mixed solvent of 300ml of absolute ethyl alcohol, 300ml of normal hexane and 300ml of ethyl acetate is added, and the mixture is stirred for 1 hour at the temperature of 60 ℃.
(2) Concentrating the mixed material liquid at 50 deg.C to recover solvent. Vacuum drying at 60 deg.C under vacuum of-0.09 MPa or above to obtain curcumin preparation.
Comparative example 1
This example relates to a curcumin formulation, which differs from example 1 in that the solvent is ethanol.
Comparative example 2
This example relates to a curcumin formulation, which differs from example 1 in that the solvent is n-hexane.
Comparative example 3
This example relates to a curcumin formulation, which differs from example 1 in that the solvent is ethyl acetate.
Comparative example 4
This example relates to a curcumin preparation, which is different from example 1 in that the volume ratio of n-hexane to absolute ethyl alcohol in the mixed solvent is 2: 1.
Experimental example 1
The experimental example relates to the determination of the solubility of the curcumin preparation, which comprises the following steps:
20mg of the curcumin preparation prepared in examples 1 to 3 and comparative examples 1 to 4 was weighed in a 5mL EP tube, 3mL of ultrapure water was added to form a supersaturated aqueous solution of CPC, the mixture was shaken in a constant temperature water bath shaker at 100rpm at 25 ℃ for 24 hours, and 1mL of the sample was taken and centrifuged at 6000rpm for 10 minutes. Sucking 100 μ L of supernatant, diluting with anhydrous ethanol to 10mL, directly dissolving curcumin with anhydrous ethanol as blank, and measuring absorbance value at 425 nm. The results are shown in Table 1.
TABLE 1
Experimental example 2
This experimental example relates to the determination of the bioavailability of the formulations of the present invention, comprising the following steps:
the method comprises the following steps of randomly dividing the female SD rats (230-250 g) into 8 groups (5 rats in each group), and fasting for 12 hours without water prohibition.
The group 1 is intragastric curcumin, the administration dose is 50mg/kg, and 0.3mL of blood is respectively taken from orbital veins of rats 1h after administration in heparinized EP tubes. Centrifuging the blood sample at 6000r/min for 10min, collecting supernatant, and storing at-80 deg.C.
The curcumin preparations in other groups of intragastric administration examples 1-3 and comparative examples 1-4 have administration dosage equivalent to 50mg/kg of curcumin, and 0.3mL of blood is taken from orbital veins of rats 1h after administration in heparinized EP tubes respectively. Centrifuging the blood sample at 6000r/min for 10min, collecting supernatant, and storing at-80 deg.C.
Respectively taking 100 mu L of the plasma, adding 30 mu L of 100 mu g/mL NT, adding 500 mu L of methanol, whirling for 3 minutes, centrifuging at 12000r/min for 10 minutes, blow-drying by using a nitrogen blow-drying instrument, finally re-dissolving by using 100 mu L of methanol, taking 20 mu L of sample injection, and measuring the concentration of curcumin in the plasma by adopting High Performance Liquid Chromatography (HPLC). The plasma curcumin concentration of the curcumin preparations of the other groups was measured by the same method, and the results are shown in table 2.
TABLE 2
Although the invention has been described in detail hereinabove by way of general description, specific embodiments and experiments, it will be apparent to those skilled in the art that many modifications and improvements can be made thereto based on the invention. Accordingly, such modifications and improvements are intended to be within the scope of the invention as claimed.
Claims (6)
1. A method for preparing a curcumin preparation is characterized by comprising the following steps: mixing curcumin and phospholipid, and compounding under the action of a mixed solvent, wherein the mixed solvent is n-hexane and absolute ethyl alcohol, and the volume ratio of the n-hexane to the absolute ethyl alcohol is 1: 1; the mass ratio of the curcumin to the phospholipid is 1: 2 to 3.
2. The preparation method according to claim 1, wherein the mass-to-volume ratio of the curcumin to the mixed solvent is 1:50 to 100 g/mL.
3. The method of claim 1 or 2, comprising the steps of:
1) adding phospholipid and curcumin into the mixed solvent, and uniformly stirring;
2) concentrating to remove the mixed solvent, and drying to obtain the final product.
4. The method according to claim 3, wherein the step 1) is carried out under heating with stirring, and the heating temperature is 40 to 60 ℃.
5. The preparation method according to claim 3, wherein the temperature for removing the organic solvent by concentration in the step 2) is 40-60 ℃; the temperature is 50-60 ℃ in the drying process, and the vacuum degree is less than-0.09 Mpa.
6. The preparation method according to claim 4, wherein the temperature for removing the organic solvent by concentration in the step 2) is 40-60 ℃; the temperature is 50-60 ℃ in the drying process, and the vacuum degree is less than-0.09 Mpa.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201811603931.5A CN109846865B (en) | 2018-12-26 | 2018-12-26 | Curcumin preparation and preparation method thereof |
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| CN201811603931.5A CN109846865B (en) | 2018-12-26 | 2018-12-26 | Curcumin preparation and preparation method thereof |
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| CN109846865A CN109846865A (en) | 2019-06-07 |
| CN109846865B true CN109846865B (en) | 2022-03-25 |
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| CN113208109B (en) | 2021-04-30 | 2023-08-29 | 河南中大恒源生物科技股份有限公司 | High-bioavailability water-soluble curcumin and preparation method and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1283237C (en) * | 2004-11-22 | 2006-11-08 | 山东大学 | Curcumin and phosphatide composite and its preparation method |
| EP1837030A1 (en) * | 2006-03-09 | 2007-09-26 | INDENA S.p.A. | Phospholipid complexes of curcumin having improved bioavailability |
| EP2852395A4 (en) * | 2012-05-22 | 2015-12-16 | Harold Gordon Cave | Improved complexes and compositions containing curcumin |
| CN107213467A (en) * | 2017-05-22 | 2017-09-29 | 江苏大学 | A kind of preparation method of phospholipid complexes of curcumin |
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